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Biosynthesis of cocaine information


Chemical structure of cocaine

The biosynthesis of cocaine has long attracted the attention of biochemists and organic chemists. This interest is partly motivated by the strong physiological effects of cocaine, but a further incentive was the unusual bicyclic structure of the molecule. The biosynthesis can be viewed as occurring in two phases, one phase leading to the N-methylpyrrolinium ring, which is preserved in the final product. The second phase incorporates a C4 unit with formation of the bicyclic tropane core.[1]

  1. ^ Cite error: The named reference Leete was invoked but never defined (see the help page).

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Biosynthesis of cocaine

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The biosynthesis of cocaine has long attracted the attention of biochemists and organic chemists. This interest is partly motivated by the strong physiological...

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Cocaine

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stereoisomer. In cocaine biosynthesis, only the (S)-enantiomer can cyclize to form the tropane ring system of cocaine. The stereoselectivity of this reaction...

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List of cocaine analogues

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The natural isomerism of cocaine is unstable and prone to epimerization. For example, the end product of cocaine biosynthesis contains an axial C2-carbomethoxy...

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Alkaloid

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of alkaloid biosynthesis are too numerous and cannot be easily classified. However, there are a few typical reactions involved in the biosynthesis of...

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Tropane alkaloid

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alkaloids occur naturally in many members of the plant family Solanaceae. Certain tropane alkaloids such as cocaine and scopolamine are notorious for their...

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Cholesterol

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also serves as a precursor for the biosynthesis of steroid hormones, bile acid and vitamin D. Elevated levels of cholesterol in the blood, especially...

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Methylecgonone reductase

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The enzyme from the plant Erythroxylum coca participates in the biosynthesis of cocaine. Jirschitzka J, Schmidt GW, Reichelt M, Schneider B, Gershenzon...

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Methylecgonine

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Hopfgartner G, Gershenzon J, D'Auria JC (January 2015). "The last step in cocaine biosynthesis is catalyzed by a BAHD acyltransferase". Plant Physiology. 167 (1):...

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Stimulant

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performance. Some of the most common stimulants are caffeine, nicotine, amphetamines, cocaine, and modafinil. Stimulants work by affecting the levels of certain...

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List of psychoactive substances and precursor chemicals derived from genetically modified organisms

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Psychoactive substances derived from genetically modified organisms. Cocaine GMO plant: Nicotiana benthamiana (a tobacco plant) Psilocybin GMO bacteria:...

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Dopamine reuptake inhibitor

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found] Many DRIs such as cocaine are drugs of abuse due to the rewarding effects evoked by elevated synaptic concentrations of dopamine in the brain. Until...

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Tropinone

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The synthesis is a good example of a biomimetic reaction or biogenetic-type synthesis because biosynthesis makes use of the same building blocks. It also...

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Nicotine

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nicotine is an intermediate in the synthesis of tropane-derived alkaloids. Biosynthesis begins with decarboxylation of ornithine by ornithine decarboxylase (ODC)...

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Cuscohygrine

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G.; Keogh, M. F. (1969). "The role of hygrine in the biosynthesis of cuscohygrine and hyoscyamine". Journal of the Chemical Society C: Organic (2):...

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Taurine

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is then oxidized to taurine as described above. A pathway for taurine biosynthesis from serine and sulfate is reported in microalgae, developing chicken...

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Scopolamine

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officinarum), and corkwood (Duboisia). The biosynthesis of scopolamine begins with the decarboxylation of L-ornithine to putrescine by ornithine decarboxylase...

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Serine

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Serine (symbol Ser or S) is an α-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated −NH+...

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Strychnine

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and secologanin. The biosynthesis of strychnine was solved in 2022. The enzyme, strictosidine synthase, catalyzes the condensation of tryptamine and secologanin...

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Capsaicin

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K (1981). "Formation and metabolism of pungent principle of Capsicum fruits. 9. Biosynthesis of acyl moieties of capsaicin and its analogs from valine...

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Dopamine

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"Chapter 1: Enzymes involved in the biosynthesis and degradation of catecholamines". In Iverson L (ed.). Biochemistry of Biogenic Amines. Springer. pp. 1–35...

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Phytochemistry

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metabolites found in plants, the functions of these compounds in human and plant biology, and the biosynthesis of these compounds. Plants synthesize phytochemicals...

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Salvinorin A

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diphosphate (DMAPP). The NMR and MS study by Zjawiony suggested that the biosynthesis of salvinorin A proceeds via the 1-deoxy-d-xylulose-5-phosphate pathway...

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Serotonin

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Stuhlfauth-Roisch U, Grosse W (1999). "Latest on Enzymology of Serotonin Biosynthesis in Walnut Seeds". Tryptophan, Serotonin, and Melatonin. Advances...

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Hyoscyamine

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plant biosynthesis of hyoscine, it is produced via the same metabolic pathway. The biosynthesis of hyoscine begins with the decarboxylation of L-ornithine...

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Morphine

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of DOPAL and dopamine. CYP2D6, a cytochrome P450 isoenzyme is involved in two steps along the biosynthetic pathway, catalyzing both the biosynthesis of...

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Dopaminergic

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also be labeled as dopaminergic. Enzymes that regulate the biosynthesis or metabolism of dopamine such as aromatic L-amino acid decarboxylase or DOPA...

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Threonine

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Threonine (symbol Thr or T) is an amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated −NH+...

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Indole alkaloid

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Indigo. Indole alkaloids are distinguished depending on their biosynthesis. The two types of indole alkaloids are isoprenoids and non-isoprenoids. The latter...

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